Hillsdale Holiday Rentals

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Holiday Rentals in Hillsdale

Our top choices for Hillsdale holiday rentals

Charming 1-bedroom house in Chetek with WiFi, AC

10.0 out of 10, Exceptional, (4)
"Very cute and clean house! I’d stay again. "
Charming 1-bedroom house in Chetek with WiFi, AC

Cozy Lakefront Cabin w/ canoe, hammock, fire-pit & grill! Perfect group getaway

9.8 out of 10, Exceptional, (118)
"This is the second visit to the cabin and we absolutely love it. They have everything we need supplied at the cabin and the location couldn’t be any better. This is a great getaway."
Cozy Lakefront Cabin w/ canoe, hammock, fire-pit & grill! Perfect group getaway

Sunrise Pines 3BD 2BA

10.0 out of 10, Exceptional, (89)
"We spent a week at Sunrise Pines! We had an awesome time!! The house was super clean and had everything we needed! The mattress in the master bedroom was so comfortable!We had the best luck fishing close to the house!We also enjoyed the shops, restaurant, bakery, and park!Coty was super friendly and easy to communicate with!It was a great week of fun with our family! I highly recommend Sunrise Pines!"
Sunrise Pines 3BD 2BA

Book for fall! Spacious Lakefront Getaway 3BR+Loft. 4 Kayaks,Canoe,Dock,Fire Pit

9.8 out of 10, Exceptional, (7)
"We had the best time at the lake house. Everything was well stocked and very well taken care of. It’s a beautiful property and the hosts we so kind and responsive. We had an issue with the A/C unit and they had someone out to fix it in less than an hour on a Friday night! You can’t ask for better service. Our host checked in with us along the way and made sure everything was up to standard. Very pleased with our stay and we will definitely be coming back! Definitely a 10/10!!"
Book for fall! Spacious Lakefront Getaway 3BR+Loft. 4 Kayaks,Canoe,Dock,Fire Pit

Cozy 2 Bedroom LAKE FRONT Cabin on Chetek Chain of Lakes, GREAT LOT & LOCATION!

9.4 out of 10, Exceptional, (9)
"Access to town and lake is easy. Beautiful view of lake and quite in the evenings. The deck is a great place to hang out."
Cozy 2 Bedroom LAKE FRONT Cabin on Chetek Chain of Lakes, GREAT LOT & LOCATION!

Downtown Lakefront Home on Lake Chetek w/hot tub & pontoon & jet ski rental

10.0 out of 10, Exceptional, (2)
"We had a wonderful experience at this Property on Lake Chetek for a family reunion. We had 21 guests ranging in age from 4-74 and everyone was comfortable in the 8 bedrooms. There is 1 king bedroom on the main level which is great for those that cannot do stairs.All of rooms were clean and I appreciated that there were no strong odors from cleaning products. Same for the linens! The large kitchen was well stocked with dishes, silverware, mugs, and cooking equipment. I also appreciated that the...
Downtown Lakefront Home on Lake Chetek w/hot tub & pontoon & jet ski rental

Beautiful and Spacious Lake Home! Large Deck Overlooking Lake!

10.0 out of 10, Exceptional, (72)
"Just as described,we loved it"
Beautiful and Spacious Lake Home! Large Deck Overlooking Lake!

Lakefront, The Perfect Stress Relief for Your Busy Life!

9.2 out of 10, Wonderful, (15)
"The property was as described. This place was full of charm. Perfect location on lake Chetek for relaxation. "
Lakefront, The Perfect Stress Relief for Your Busy Life!

Charming 3 BR, 2 Bath Lake House retreat in Rice Lake on peaceful Tuscobia Lake.

10.0 out of 10, Exceptional, (4)
"The house was very spacious, clean and well maintened.The yard was large and well landscaped with plenty of outdoor seating and room for other activities.Convenient to downtown, the grocery store, restaurants, and other amenities.The hostess was friendly, attentive, and quick to respond.We enjoyed our stay and hope to do it again."
Charming 3 BR, 2 Bath Lake House retreat in Rice Lake on peaceful Tuscobia Lake.

Amazing fall colors, modern lakefront home with fire pit, dock, optional pontoon

10.0 out of 10, Exceptional, (8)
"The pictures truly do not do justice to how great this house was! This property was very well kept, owner was very responsive and nice if we had any questions. The lake itself is beautiful so having the option of a pontoon rental was perfect! My kids caught fish on every cast, the lake had a nice sand bottom making it perfect for them to swim from sun up to sun down! We will definitely be back!"
Amazing fall colors, modern lakefront home with fire pit, dock, optional pontoon

A chain of lakes cabin for amazing views, remodeled basement, pontoon to rent

10.0 out of 10, Exceptional, (66)
"We have a group of 6 guys for fishing The house suites us well. We all have separate beds. Everything else that we need. The only reason for a 4 rating is because of a pontoon mix up. "
A chain of lakes cabin for amazing views, remodeled basement, pontoon to rent

Little Cottage On Prairie - Prairie Lake That Is!!!

10.0 out of 10, Exceptional, (11)
"Clean, well provisioned, comfortable beds, excellent condition, could not ask for more."
Little Cottage On Prairie - Prairie Lake That Is!!!

Lake Street Retreat: Charming Getaway with Stunning Lake View Sunsets

9.8 out of 10, Exceptional, (7)
"Very clean house "
The price is AU$635
includes taxes & fees
25 Sept - 26 Sept
Lake Street Retreat: Charming Getaway with Stunning Lake View Sunsets

Old World Charm on Chetek Chain of Lakes

9.4 out of 10, Exceptional, (10)
"Stayed here for our annual guys fishing trip. Great place for what we were looking for. Easy access to multiple boat launches too, which was very convenient. Thank you!"
Old World Charm on Chetek Chain of Lakes

Secluded Bay of Beaver Dam Lake - Northwoods WI Paradise

10.0 out of 10, Exceptional, (11)
"Had an amazing time at the Ranch. Magical . . "
Secluded Bay of Beaver Dam Lake - Northwoods WI Paradise

Chetek Chain of Lakes Cabin Escape

9.6 out of 10, Exceptional, (15)
"We really enjoyed our stay on the Chetek chain of lakes. The house was well cared for, clean and had everything we needed to make our family vacation effortless. The owners were very friendly and responsive and the location was perfect. It was very nice not having a lot of boat traffic to listen to while sitting outside on the patio but we liked that it was just a short boat ride to bigger part of the lake."
Chetek Chain of Lakes Cabin Escape

Welcome to ZenFrieda. Escape to the country and enjoy our sauna/cold tub area!

10.0 out of 10, Exceptional, (6)
"Always happy to find a place that welcomes dogs."
Welcome to ZenFrieda. Escape to the country and enjoy our sauna/cold tub area!

Enjoy a relaxing getaway on Prairie Lake in Cameron, WI

10.0 out of 10, Exceptional, (35)
"Well appointed and comfortable cabin with beautiful lake views. Fully equipped kitchen and cozy living room with great fireplace. We enjoyed our stay and would come back!"
Enjoy a relaxing getaway on Prairie Lake in Cameron, WI

Enjoy a quiet stay on your own private deck by the lake in Room 21: Ponderosa-a Western Themed Chalet

The price is AU$1,254
includes taxes & fees
25 Sept - 26 Sept
Enjoy a quiet stay on your own private deck by the lake in Room 21: Ponderosa-a Western Themed Chalet

Lakefront, Hot Tub, Golf, Kayaks, ATV, Snowmobile Trails, St.Croix Casino

10.0 out of 10, Exceptional, (13)
"Great place that felt very cozy and clean. Ideal location to the things we wanted to visit. Also, appreciated the communication by the owner."
The price is AU$1,164
includes taxes & fees
30 Sept - 1 Oct
Lakefront, Hot Tub, Golf, Kayaks, ATV, Snowmobile Trails, St.Croix Casino
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hillsdale Hotel Reviews

Find out more about Hillsdale

Find out more about Hillsdale

Everything you need to know about Hillsdale holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsdale holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillsdale holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Hillsdale holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillsdale. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillsdale holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillsdale holiday rentals we have selected for you start as low as AU$635 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Hillsdale rentals

At Expedia, we put the best Hillsdale holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hillsdale rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillsdale holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillsdale. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Hillsdale?

Yes, there are holiday rentals close to the most popular sights in Hillsdale, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Hillsdale has to offer?

Sunrise Pines 3BD 2BA: This holiday home rental outside of Hillsdale is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

What’s there to see and do in Hillsdale?

While you're exploring the area, Lake Chetek and Cedar Side Walking Trail are a couple of picturesque spots to get outside and enjoy nature. Barron County Historical Society Pioneer Village Museum and Turtleback Golf Club are a couple of places you'll find in the wider area.

What’s a holiday rental in Hillsdale like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillsdale. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a small group gathering.